Ligand profile

CHEMBL5598174

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₅H₂₇FN₄O₃

pchembl 8.92 ~1.2 nM

Mol. weight 450.51 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5598174
UniProt (similar protein): Q02127
pchembl: 8.920 (~1.2 nM)
Target protein: VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 450.51 Da

LogP (Crippen) 3.68

H-bond donors 1

H-bond acceptors 7

TPSA 82.05 Å²

Rotatable bonds 6

Aromatic rings 4 / 4

Heavy atoms 33

Fraction sp³ C 0.32

Formula C₂₅H₂₇FN₄O₃

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

Estimated from TPSA and LogP only: TPSA ≤ 90 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 82.1
−1 ≤ LogP ≤ 5 3.68

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 450.5
LogP ≤ 5 3.68
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 82.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCc1ccccc1-n1cc(C(C)C)c2cc(-n3nc(CO)n(CC)c3=O)c(F)cc2c1=O

InChI

InChI=1S/C25H27FN4O3/c1-5-16-9-7-8-10-21(16)29-13-19(15(3)4)17-12-22(20(26)11-18(17)24(29)32)30-25(33)28(6-2)23(14-31)27-30/h7-13,15,31H,5-6,14H2,1-4H3

InChIKey

UQGHOMFQXYMGGJ-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method: LigQ nearest_k
Source: ChEMBL
Activity: 1226078
Binding sites: PF01180

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL5598174 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5598174”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1513.

PDB 75

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)